Villa holiday rentals in San Diego

Tuscan Vineyard Retreat • Hot Tub • Views

Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

Family · Location · EV charging

The Kensington Canyon Estate

Beautifully restored Kensington retreat blending historic charm with modern luxury. Approaching its 100th anniversary, this home has undergone a complete $250,000 renovation, offering the comforts of brand-new construction while preserving its timeless character. Located on quiet Hart Drive in one of San Diego’s most beloved historic neighborhoods, guests can enjoy tree-lined streets and walkable cafés, restaurants, and shops—just minutes from beaches, Balboa Park, downtown, and top attractions.

Value · Location · Pool

Massive 4-Acre Private Getaway With Majestic Views

Experience Ultimate Privacy at Our Secluded 4-Acre Retreat in Vista. Escape to this hilltop sanctuary, where tranquility & stunning valley views await. Perfect for families, large groups, & retreat-style getaways, offering a rare blend of comfort & adventure. Unwind with an array of amenities with pool, hot tub, tennis court, volleyball court, basketball hoop, horseshoe pit, corn hole, pool table, darts & games. Gather around the large fire pit area for unforgettable evenings under the stars.

Family · Location · Bathroom

5-bed Paradise Villa Pool, hot-tub massage chair

*EV charging available Welcome to Casa Cerro-my incredible chic high-tech modern villa in San Diego! This stylish place to stay is perfect for families and group trips. Its open and airy layout can accommodate up to 14 people. This completely remodeled home is furnished with all the luxuries of home and more that is powered by an iPad for you to use. I love technology. But don't worry you don't have to use it to power up the house, everything has traditional switches/remotes if you choose.

Location · Family · Hot tub

Hidden Villa with Beautiful Furnished Garden Patio

Close to everything, quiet and private. This beautiful 2 Bd Villa seems to be loved by all who stay here. The outdoor private patio feels like your in the forest. Gorgeous custom bath with large marble shower. Full size laundry. Great entertainment system, Roku, Amazon Prime. The home has open beam ceilings, lots of light and a fabulous patio fully furnished for guests, outdoor dining and barbecuing. The home is private, fenced, furry friends are welcome. 2 gig internet w/high speed router

Family · Value · Outdoor spaces

Private oasis

Enjoy this gorgeous farmhouse style two story home with 2 master suites and your own private getaway oasis with amazing views from every window, no neighbors around, pool, spa, a large brand new kitchen with a huge entertainment island and pretty much everything you need for your next getaway. Despite being super secluded, it’s located a block away from a taco shop, 2 blocks from 7 Eleven, 3 minutes drive from main shopping areas with grocery stores, and restaurants as well as the 94 and 8

Value · Location · Hospitality

Mountain View Haven•Solar Heated Pool•Spa•2 Game R

Kickback and enjoy this dreamy 6-bedroom, 4.5 bath getaway with mountain and sunset views!🤩 HUGE 50 feet long solar panel heated salt water pool!😎 No jacuzzi fees!😁 Spacious bedrooms, skylights and upstairs laundry. Perfect for family reunions, retreats, or any crew that loves traveling together. ✈️ FULL HOME ACCESS. Whether you're splashing in the oversized pool, or just chilling in the breezy living spaces, this home is built for fun, comfort, and unforgettable memories! 📸

Family · Value · Amenities

Historic Villa, Blocks from the Beach, Ocean Views

Built in 1923, this beach town retreat has tons of old world charm with all the modern amenities. Only 6 blocks to the beach, you couldn't ask for a better location. Dog Beach, Sunset Cliffs and some of the best bars, restaurants and vintage shops in all of San Diego are just outside your doorstep. ☞ 3 Bedrooms ☞ Private Hot Tub ☞ Private Swimming Pool ☞ Outdoor Dining ☞ Ocean Views (perfect for sunset cocktails) ☞ Outdoor Grill ☞ Bikes to enjoy the neighborhood ☞ Chef's Kitchen

Value · Location · Air conditioning

Beach House

Villa vacacional de lujo localizada en la hermosa Playas de Tijuana, a tan solo 15 min de la frontera con San Diego y 20 min de Rosarito. Check in 1 pm Check out 11 am Límite de huéspedes 13, puedes reservar hasta 16 huéspedes pero sería tu decisión dónde y cómo dormirían. Invitados extras $10 usd Cuidamos y respetamos la noche de nuestros vecinos, por lo tanto si recibimos quejas de ruido serás multado con $200 usd o te retiras del alojamiento Hora de silencio comienza 11pm

Family · Location · Indoor spaces

@ Paradise villa, Top view, 4600sqrt on 10 acres

TOT #COSD-00749 Experience stunning 360-degree views from every corner of this spacious villa, which spans 4,600 square feet on 10-acre lot. This is the perfect place for family gatherings and celebrations. The house features five oversized bedrooms and four bathrooms. There is parking +25 cars. Max 50 guests. Enjoy a massive pool, deck, golf, chess, pool table, foosball, ping pong, Nintendo game, and screen projector. This truly one-of-a-kind property is not to be missed!

Location · Value · Condition

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀

Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling saltwater pool and new outdoor kitchen. Don't miss out!

Value · Family · Cleanliness

Oceanview Luxury Hilltop Villa w/ Private Pool

Conveniently located and within walking distance to the horse track & fair grounds with views of the track and beach. This spacious, luxury home is nestled in a gated hilltop neighborhood. It's the perfect getaway and staging point for a family vacation. The pool may be heated if needed (for a small extra). Plan for fun with countless nearby activities and relax by the private pool and spa, while your designated master chef operates the patio grill.

Value · Location · Walkability